As a transactional attorney he has been an Associate, Special Counsel or Partner at several of the leading transactional law firms in the United States, including Shearman & Sterling; Mayer, Brown & Platt; and Cadwalader, Wickersham & Taft. As an expert witness and/or consultant, he has worked with many of the leading litigation firms, and leading litigation departments of full-service firms, in the country, including Berger Montague; Chapman and Cutler; Kirby McInerney; Labaton Sucharow; Patterson Belknap; Robbins Geller; Scott + Scott; and Williams & Connolly.

Mr. Wolson is often called upon to participate in or moderate various seminars. Articles he has written, co-authored or edited have been published, among other places, in The Business Lawyer, the Michigan Law Review and Law 360. He and Vicki Tucker were the co-editors and among the chief authors of a recent book published by the American Bar Association entitled Frequently Used Terms in Securitization and Structured Finance Transactions.

From 2004-08 he served as Chairman of the Structured Finance Committee of the New York City Bar Association. He has been recognized as a New York Super Lawyer by Law and Politics Magazine. In 2010 he was added to the American Arbitration Association's roster of arbitrators; he was asked to do so specifically because of his expertise in structured finance, securities and derivatives matters. He has been included for many years in Who's Who in the World, Who's Who in America, Who's Who in American Law and Who's Who in Finance and Business.